Title: 20 Best B&B in Winchester, VA - Bed and Breakfast from $158 | Expedia.com [Winchester Travel Guide](https://expedia.com/Winchester.dx6056879)[Hotels in Winchester](https://expedia.com/Winchester-Hotels.d6056879.Travel-Guide-Hotels)[Vacation Rentals in Winchester](https://expedia.com/Winchester-Vacation-Rentals.d6056879.Travel-Guide-VacationRentals)[Flights to Winchester](https://expedia.com/Cheap-Flights-To-Winchester.d6056879.Travel-Guide-Flights)[Things to do in Winchester](https://expedia.com/Things-To-Do-In-Winchester.d6056879.Travel-Guide-Activities)[Car Rentals in Winchester](https://expedia.com/Car-Rentals-In-Winchester.d6056879.Car-Rental-Guide)[Winchester Vacation Packages](https://expedia.com/Winchester.d6056879.Destination-Travel-Guides) ![](https://images.trvl-media.com/place/6056879/5a1e10ca-c30d-4d41-816e-f5af84673df6.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/6056879/5a1e10ca-c30d-4d41-816e-f5af84673df6.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light_bundle_and_save.svg) ### Bundle & Save Get more, spend less whenever you see Bundle & Save deals - ![](https://a.travel-assets.com/travel-assets-manager/pictograms-expedia/light__onekey.svg) ### OneKeyCash Earn OneKeyCash on all your eligible bookings - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light_ftc.svg) ### Upfront pricing We are not like the others - we include taxes and fees ## Check prices for these dates Next weekend [Apr 3 - Apr 5](https://www.expedia.com/Hotel-Search?regionId=6056879&startDate=2026-04-03&endDate=2026-04-05&adults=2&lodging=BED_AND_BREAKFAST&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Apr 10 - Apr 12](https://www.expedia.com/Hotel-Search?regionId=6056879&startDate=2026-04-10&endDate=2026-04-12&adults=2&lodging=BED_AND_BREAKFAST&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Apr 24 - Apr 26](https://www.expedia.com/Hotel-Search?regionId=6056879&startDate=2026-04-24&endDate=2026-04-26&adults=2&lodging=BED_AND_BREAKFAST&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [May 22 - May 24](https://www.expedia.com/Hotel-Search?regionId=6056879&startDate=2026-05-22&endDate=2026-05-24&adults=2&lodging=BED_AND_BREAKFAST&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Winchester bed & breakfast ![Exterior](https://images.trvl-media.com/lodging/20000000/19130000/19126100/19126061/6e95af26.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fireplace](https://images.trvl-media.com/lodging/20000000/19130000/19126100/19126061/480b5c82.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/20000000/19130000/19126100/19126061/df92df6d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/20000000/19130000/19126100/19126061/e1bc7cf2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Glen Gordon Manor [](https://www.expedia.com/Huntly-Hotels-Glen-Gordon-Manor.h19126061.Hotel-Information) Huntly 9.8/10 Exceptional (96 reviews) "Staff was efficient, professional, personable, thoughtful. Facilities were lovely, Breakfast was excellent." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Alexander and Judith $299 nightly $327 total Apr 15 - Apr 16 Total with taxes and fees [](https://www.expedia.com/Huntly-Hotels-Glen-Gordon-Manor.h19126061.Hotel-Information) ![Garden view](https://images.trvl-media.com/lodging/37000000/36140000/36132200/36132129/f6325d64.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/37000000/36140000/36132200/36132129/f3c32a81.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Aerial view](https://images.trvl-media.com/lodging/37000000/36140000/36132200/36132129/2db74ae4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily local cuisine breakfast](https://images.trvl-media.com/lodging/37000000/36140000/36132200/36132129/098eec3c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Loudoun Valley Manor [](https://www.expedia.com/Waterford-Hotels-Loudoun-Valley-Manor.h36132129.Hotel-Information) Waterford 9.6/10 Exceptional (286 reviews) "Olga is great and the beds were super comfy. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tyler $138 nightly $158 total Mar 30 - Mar 31 Total with taxes and fees [](https://www.expedia.com/Waterford-Hotels-Loudoun-Valley-Manor.h36132129.Hotel-Information) ![Hallway](https://images.trvl-media.com/lodging/16000000/15740000/15733600/15733502/8659900e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily full breakfast](https://images.trvl-media.com/lodging/16000000/15740000/15733600/15733502/0869608f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/16000000/15740000/15733600/15733502/w1568h1045x16y15-fb28d00b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/16000000/15740000/15733600/15733502/3be58fba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Inn at Evergreen [](https://www.expedia.com/Haymarket-Hotels-Inn-At-Evergreen.h15733502.Hotel-Information) Haymarket 9.4/10 Exceptional (133 reviews) "Beautiful property and excellent food." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Paula $258 nightly $294 total Apr 4 - Apr 5 Total with taxes and fees [](https://www.expedia.com/Haymarket-Hotels-Inn-At-Evergreen.h15733502.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/4000000/3090000/3082200/3082115/7b9d69e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room (The Snuggery) | Premium bedding, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/4000000/3090000/3082200/3082115/af2498b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/4000000/3090000/3082200/3082115/f0afdbe1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room (The Overlook) | Premium bedding, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/4000000/3090000/3082200/3082115/8ab65f08.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hillbrook Inn [](https://www.expedia.com/Martinsburg-Hotels-Hillbrook-Inn.h3082115.Hotel-Information) Charles Town 8.6/10 Excellent (676 reviews) "Wonderful staff, and fall cottage was lovely." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Henrik $181 nightly $200 total Mar 31 - Apr 1 Total with taxes and fees [](https://www.expedia.com/Martinsburg-Hotels-Hillbrook-Inn.h3082115.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/17000000/16290000/16281800/16281705/f4cdce70.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/17000000/16290000/16281800/16281705/5afc8cca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Gazebo](https://images.trvl-media.com/lodging/17000000/16290000/16281800/16281705/170acaf2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/17000000/16290000/16281800/16281705/827ae686.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Stone Manor Boutique Inn [](https://www.expedia.com/Lovettsville-Hotels-Stone-Manor-Boutique-Inn.h16281705.Hotel-Information) Lovettsville 9.6/10 Exceptional (98 reviews) "The breakfast was fabulous and the room great " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) MICHEL $230 nightly $262 total Mar 30 - Mar 31 Total with taxes and fees [](https://www.expedia.com/Lovettsville-Hotels-Stone-Manor-Boutique-Inn.h16281705.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/75000000/74600000/74591500/74591437/a3bece64.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/75000000/74600000/74591500/74591437/3f3af7ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/75000000/74600000/74591500/74591437/7f37a00e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/75000000/74600000/74591500/74591437/c9a9f315.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Light Horse Inn: Suite 4 [](https://www.expedia.com/Harpers-Ferry-Hotels-Light-Horse-Inn-Suite-4.h74591437.Hotel-Information) Harpers Ferry 10/10 Exceptional (13 reviews) "Very charming and comfortable " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Joseph $207 nightly $233 total Apr 8 - Apr 9 Total with taxes and fees [](https://www.expedia.com/Harpers-Ferry-Hotels-Light-Horse-Inn-Suite-4.h74591437.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/19000000/18670000/18669500/18669467/a14a8657.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/19000000/18670000/18669500/18669467/3abc3b5b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/19000000/18670000/18669500/18669467/4272811e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/19000000/18670000/18669500/18669467/796e01a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cantuta Inn [](https://www.expedia.com/Martinsburg-Hotels-Cantuta-Inn.h18669467.Hotel-Information) Harpers Ferry 9.0/10 Wonderful (76 reviews) "The hostess and her husband were friendly and made us feel very welcome! Breakfast was scrambled eggs with fruit and was nice." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ron $165 nightly $185 total Mar 30 - Mar 31 Total with taxes and fees [](https://www.expedia.com/Martinsburg-Hotels-Cantuta-Inn.h18669467.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/35000000/34100000/34090700/34090623/ff8b2dd1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/35000000/34100000/34090700/34090623/02c49060.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/35000000/34100000/34090700/34090623/1f81d6e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/35000000/34100000/34090700/34090623/e770d74d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Van Gogh Room in Villa [](https://www.expedia.com/Purcellville-Hotels-The-Van-Gogh-Room-In-Villa.h34090623.Hotel-Information) Purcellville 9.0/10 Wonderful (67 reviews) "Quiet setting and friendly owner." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Helen W. $340 nightly $388 total Mar 30 - Mar 31 Total with taxes and fees [](https://www.expedia.com/Purcellville-Hotels-The-Van-Gogh-Room-In-Villa.h34090623.Hotel-Information) ![Garden](https://images.trvl-media.com/lodging/28000000/27140000/27137100/27137088/a8e8b9f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily full breakfast](https://images.trvl-media.com/lodging/28000000/27140000/27137100/27137088/3b25e32e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Room, 1 Queen Bed, Balcony | Egyptian cotton sheets, hypo-allergenic bedding, memory foam beds](https://images.trvl-media.com/lodging/28000000/27140000/27137100/27137088/e8898863.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Room, 1 Queen Bed, Balcony | Balcony](https://images.trvl-media.com/lodging/28000000/27140000/27137100/27137088/f1d7b990.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hopkins Ordinary Bed Breakfast and Ale Works [](https://www.expedia.com/Sperryville-Hotels-Hopkins-Ordinary-Bed-Breakfast-And-Ale-Works.h27137088.Hotel-Information) Sperryville 9.8/10 Exceptional (33 reviews) "Great place. Good food, great beer." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Phil $279 nightly $305 total Mar 30 - Mar 31 Total with taxes and fees [](https://www.expedia.com/Sperryville-Hotels-Hopkins-Ordinary-Bed-Breakfast-And-Ale-Works.h27137088.Hotel-Information) ![Interior entrance](https://images.trvl-media.com/lodging/118000000/117730000/117723700/117723633/7918f369.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property entrance](https://images.trvl-media.com/lodging/118000000/117730000/117723700/117723633/2f491ce9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lake](https://images.trvl-media.com/lodging/118000000/117730000/117723700/117723633/8d2e7c05.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/118000000/117730000/117723700/117723633/4ee27c5a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Inn at Grass Roots Hill [](https://www.expedia.com/Purcellville-Hotels-The-Inn-At-Grass-Roots-Hill.h117723633.Hotel-Information) Purcellville 9.4/10 Exceptional (8 reviews) "Beautiful venue, great service, and very close to the local downtown. Would stay again, highly recommend. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Robert $459 nightly $523 total Mar 30 - Mar 31 Total with taxes and fees [](https://www.expedia.com/Purcellville-Hotels-The-Inn-At-Grass-Roots-Hill.h117723633.Hotel-Information) ![Porch](https://images.trvl-media.com/lodging/27000000/26680000/26679800/26679788/8458539f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/27000000/26680000/26679800/26679788/fdad32ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Suite, 1 King Bed | Premium bedding, individually decorated, individually furnished](https://images.trvl-media.com/lodging/27000000/26680000/26679800/26679788/390101c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/27000000/26680000/26679800/26679788/1a36bdf6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Gay Street Inn [](https://www.expedia.com/Washington-Hotels-Gay-Street-Inn.h26679788.Hotel-Information) Washington 10/10 Exceptional (34 reviews) "Beautiful historic Inn with incredible owners and service. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Renee $359 nightly $387 total Apr 9 - Apr 10 Total with taxes and fees [](https://www.expedia.com/Washington-Hotels-Gay-Street-Inn.h26679788.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/35000000/34330000/34329600/34329573/78704f31.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/35000000/34330000/34329600/34329573/e0f66792.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/35000000/34330000/34329600/34329573/6299299d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/35000000/34330000/34329600/34329573/aafbdad6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Monet HoneymoonSuite in villa.Elegant Lrg 2rm w/balcony, jacuzzi n phenom.view. [](https://www.expedia.com/Purcellville-Hotels-Monet-HoneymoonSuite-Elegant-Lrg-2rm-Wbalcony-In-VillaMountnpasture-Pool-View.h34329573.Hotel-Information) Purcellville 9.8/10 Exceptional (37 reviews) "Beautiful location, quiet, and Maud is a wonderful person." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Dennis G. $416 nightly $474 total Mar 30 - Mar 31 Total with taxes and fees [](https://www.expedia.com/Purcellville-Hotels-Monet-HoneymoonSuite-Elegant-Lrg-2rm-Wbalcony-In-VillaMountnpasture-Pool-View.h34329573.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/3000000/2770000/2762700/2762649/30ef090b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Check-in/check-out kiosk](https://images.trvl-media.com/lodging/3000000/2770000/2762700/2762649/0f03a335.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![The Sunrise Room | Individually decorated, individually furnished, blackout drapes](https://images.trvl-media.com/lodging/3000000/2770000/2762700/2762649/7a2a968f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Courtyard](https://images.trvl-media.com/lodging/3000000/2770000/2762700/2762649/52d84062.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Carriage Inn B&B [](https://www.expedia.com/Martinsburg-Hotels-The-Carriage-Inn-BB.h2762649.Hotel-Information) Charles Town 9.6/10 Exceptional (443 reviews) "Lovely inn with gracious hosts and fabulous breakfast. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Megan $155 nightly $176 total Apr 20 - Apr 21 Total with taxes and fees [](https://www.expedia.com/Martinsburg-Hotels-The-Carriage-Inn-BB.h2762649.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/108000000/107190000/107187000/107186918/03c5456b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, video library](https://images.trvl-media.com/lodging/108000000/107190000/107187000/107186918/c0a1b19d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/108000000/107190000/107187000/107186918/98345320.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/108000000/107190000/107187000/107186918/acb4aae0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Bird Nest Suite In Town!- Inside the Grand Castalian Inn B&B [](https://www.expedia.com/Berkeley-Springs-Hotels-Bird-Nest-Suite-In-Town-Inside-Newly-Remodeled-Victorian-Home.h107186918.Hotel-Information) Berkeley Springs 10/10 Exceptional (3 reviews) "Beautiful house. Renovations are not quite complete yet, and the electronic locks needed extra communication with the owner to use, but still a great stay. Perfect location and this place will be gorgeous after renovations are complete." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Daniel F. $265 nightly $294 total Mar 30 - Mar 31 Total with taxes and fees [](https://www.expedia.com/Berkeley-Springs-Hotels-Bird-Nest-Suite-In-Town-Inside-Newly-Remodeled-Victorian-Home.h107186918.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/75000000/74600000/74591500/74591431/5da3b453.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/75000000/74600000/74591500/74591431/40d5ea52.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/75000000/74600000/74591500/74591431/c744aefe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/75000000/74600000/74591500/74591431/aba0a0b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Light Horse Inn: Suite 2 [](https://www.expedia.com/Harpers-Ferry-Hotels-Light-Horse-Inn-Suite-2.h74591431.Hotel-Information) Harpers Ferry 10/10 Exceptional (2 reviews) "Great place to stay. Staff exceptionally friendly" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michael $190 nightly $214 total Apr 6 - Apr 7 Total with taxes and fees [](https://www.expedia.com/Harpers-Ferry-Hotels-Light-Horse-Inn-Suite-2.h74591431.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/75000000/74600000/74591500/74591446/d4c4f1f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/75000000/74600000/74591500/74591446/127eac8c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/75000000/74600000/74591500/74591446/06f0b5fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/75000000/74600000/74591500/74591446/1a36bcf5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Light Horse Inn: Suite 7 [](https://www.expedia.com/Harpers-Ferry-Hotels-Light-Horse-Inn-Suite-7.h74591446.Hotel-Information) Bolivar 9.2/10 Wonderful (5 reviews) "The property was well-kept, and breakfast was delicious with friendly staff and guests." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Rebecca $197 nightly $222 total Mar 30 - Mar 31 Total with taxes and fees [](https://www.expedia.com/Harpers-Ferry-Hotels-Light-Horse-Inn-Suite-7.h74591446.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/108000000/107190000/107187000/107186922/e5fc9b79.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, video library](https://images.trvl-media.com/lodging/108000000/107190000/107187000/107186922/bcee6e6e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/108000000/107190000/107187000/107186922/15a3d4aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/108000000/107190000/107187000/107186922/88ea5471.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### River Retreat Suite In Town!- Inside The Grand Castalian Inn B&B [](https://www.expedia.com/Berkeley-Springs-Hotels-Appalachian-Suite-In-Town-Inside-Newly-Remodeled-Victorian-Home.h107186922.Hotel-Information) Berkeley Springs 10/10 Exceptional (3 reviews) "My partner and I have both stayed in some pretty high end hotels and we were so impressed!! By far the best VRBO i’ve stayed in-newly renovated and decorated. You don’t want to pass up this hidden gem convenient to everything in Berkeley Springs!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Deirdre A. $279 nightly $310 total Mar 31 - Apr 1 Total with taxes and fees [](https://www.expedia.com/Berkeley-Springs-Hotels-Appalachian-Suite-In-Town-Inside-Newly-Remodeled-Victorian-Home.h107186922.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/108000000/107190000/107187000/107186920/6f6e84c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, video library](https://images.trvl-media.com/lodging/108000000/107190000/107187000/107186920/7c9f1c3a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/108000000/107190000/107187000/107186920/9b2c5d2c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/108000000/107190000/107187000/107186920/a606ba47.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Appalachian Suite In Town!- The Grand Castalian Inn B&B [](https://www.expedia.com/Berkeley-Springs-Hotels-Appalachian-Suite-In-Town-Inside-Newly-Remodeled-Victorian-Home.h107186920.Hotel-Information) Berkeley Springs 10/10 Exceptional (2 reviews) "We loved the spot and will be back!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Seth W. $274 nightly $304 total Apr 6 - Apr 7 Total with taxes and fees [](https://www.expedia.com/Berkeley-Springs-Hotels-Appalachian-Suite-In-Town-Inside-Newly-Remodeled-Victorian-Home.h107186920.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/101000000/100040000/100033000/100032985/143c0c62.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/101000000/100040000/100033000/100032985/w1018h676x0y0-807d6f68.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/101000000/100040000/100033000/100032985/a61072d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/101000000/100040000/100033000/100032985/b9d7b7e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Light Horse Inn: Suite 3 [](https://www.expedia.com/Harpers-Ferry-Hotels-Light-Horse-Inn-Suite-3.h100032985.Hotel-Information) Harpers Ferry $210 nightly $236 total Apr 7 - Apr 8 Total with taxes and fees [](https://www.expedia.com/Harpers-Ferry-Hotels-Light-Horse-Inn-Suite-3.h100032985.Hotel-Information) Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply. [View all properties](https://expedia.com/Hotel-Search?startDate=2026-04-12&endDate=2026-04-13®ionId=6056879&adults=2&lodging=BED_AND_BREAKFAST&sort=RECOMMENDED&openPlayBack=true) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in ](https://expedia.com/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FWinchester-Bed-And-Breakfast.d6056879-aaBedAndBreakfast.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.com/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FWinchester-Bed-And-Breakfast.d6056879-aaBedAndBreakfast.Travel-Guide-Accommodation) ## Top Winchester Hotel Reviews ![La Quinta Inn & Suites by Wyndham Winchester](https://images.trvl-media.com/lodging/3000000/2680000/2678600/2678524/9e66afda_y.jpg) ### La Quinta Inn & Suites by Wyndham Winchester 10/10 Excellent "Comfortable beds.Nice room layout." [](https://expedia.com/Winchester-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Winchester.h2678524.Hotel-Information) ![Travelodge by Wyndham Winchester](https://images.trvl-media.com/lodging/1000000/10000/9600/9600/19e0634f_y.jpg) ### Travelodge by Wyndham Winchester 10/10 Excellent "Everything was good, no complaints here." [](https://expedia.com/Winchester-Hotels-Travelodge-By-Wyndham-Winchester.h9600.Hotel-Information) ![Holiday Inn Winchester Se-Historic Gateway by IHG](https://images.trvl-media.com/lodging/2000000/1890000/1889100/1889084/c68804b2_y.jpg) ### Holiday Inn Winchester Se-Historic Gateway by IHG 10/10 Excellent "The breakfast bar had a variety of breakfast options and everything was great. " [](https://expedia.com/Winchester-Hotels-Holiday-Inn-Winchester-Se-Historic-Gateway.h1889084.Hotel-Information) ![Hampton Inn Martinsburg](https://images.trvl-media.com/lodging/1000000/70000/63100/63064/c1c4db32_y.jpg) ### Hampton Inn Martinsburg 8/10 Good "Friendly staff." [](https://expedia.com/Martinsburg-Hotels-Hampton-Inn-Martinsburg.h63064.Hotel-Information) ![The George Washington Hotel, A Wyndham Grand Hotel](https://images.trvl-media.com/lodging/2000000/1370000/1364100/1364026/5707228d_y.jpg) ### The George Washington Hotel, A Wyndham Grand Hotel 10/10 Excellent "Great location. Classy old property " [](https://expedia.com/Winchester-Hotels-The-George-Washington-Hotel.h1364026.Hotel-Information) ![Microtel Inn & Suites by Wyndham Winchester](https://images.trvl-media.com/lodging/71000000/70930000/70921100/70921061/fab1f657_y.jpg) ### Microtel Inn & Suites by Wyndham Winchester 10/10 Excellent "Cleanliness. Easy access to I 81." [](https://expedia.com/Winchester-Hotels-Microtel-Inn-Suites-By-Wyndham-Winchester.h70921061.Hotel-Information) ![Comfort Inn & Suites Winchester](https://images.trvl-media.com/lodging/58000000/57960000/57958300/57958244/cf4c2663_y.jpg) ### Comfort Inn & Suites Winchester 10/10 Excellent "Overall a pleasant stay!" [](https://expedia.com/Winchester-Hotels-Comfort-Inn-Suites.h57958244.Hotel-Information) ![Sleep Inn & Suites Winchester near University](https://images.trvl-media.com/lodging/1000000/900000/892900/892882/554af346_y.jpg) ### Sleep Inn & Suites Winchester near University 6/10 Okay "I only stayed for about an hour. The room was freezing cold as it was dead of winter and freezing out. There was no heat turned on in the room when I got there so it was quite a while before the room actually reached a tolerable temperature" [](https://expedia.com/Winchester-Hotels-Sleep-Inn-Suites.h892882.Hotel-Information) ![Mimslyn Inn Historic Hotels Of America](https://images.trvl-media.com/lodging/10000000/9770000/9760500/9760491/5175eb5d_y.jpg) ### Mimslyn Inn Historic Hotels Of America 10/10 Excellent "Luray is a relaxing place meant for enjoying the beauty of the Blue Ridge mountains, the Shenandoah Valley, and a slower pace. There is adventure in fishing, rafting, hiking, and biking. There are no Gallerias or Malls. It is lovely and refreshing. The Mimslyn is perfect. The breakfast in the Circa 31 room is exceptional. The dinner and a drink in the Speakeasy is well done and much appreciated after a day exploring the area. We spent time fishing the South Fork Shenandoah and then came “home” to our base at the Mimslyn. Core memories." [](https://expedia.com/Luray-Hotels-Mimslyn-Inn-Historic-Hotels-Of-America.h9760491.Hotel-Information) ## Find out more about Winchester ## Winchester B&B information | Number of reviews | 1,961 | | ----------------- | ------ | | Accommodation | 32 B&B | | Lowest Price | $158 | | Highest Price | $523 | ## Frequently asked questions ### What is the nightly rate for a Bed and Breakfast in Winchester? ### When is the best time to book a Bed and Breakfast in Winchester? > September often sees a delightful mix of warm days and cool evenings, making it ideal for leisurely strolls through local parks or visiting historical sites. The community also hosts several festivals celebrating the harvest, offering visitors a taste of local culture and cuisine. > > > For those seeking a more budget-friendly experience, consider planning your trip in November. This quieter month provides a unique opportunity to explore Winchester's attractions without the crowds, and you can enjoy the area's natural beauty as the landscape transitions into winter. ### What is the difference between a Winchester Bed & Breakfast and a hotel? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - [Hotels near Old Town Winchester ](https://www.expedia.com/Old-Town-Winchester-Winchester-Hotels.0-n6164092-0.Travel-Guide-Filter-Hotels) - [Historic Hotels in Old Town Winchester ](https://www.expedia.com/Old-Town-Winchester-Winchester-Hotels-Historic-Hotel.0-n6164092-0-tHistoricHotel.Travel-Guide-Filter-Hotels) - [Hotels with Restaurants in Old Town Winchester ](https://www.expedia.com/Old-Town-Winchester-Winchester-Hotels-Hotels-With-Restaurants.0-n6164092-0-tHotelswithRestaurants.Travel-Guide-Filter-Hotels) - [Casino Hotels in Old Town Winchester ](https://www.expedia.com/Old-Town-Winchester-Winchester-Hotels-Casino-Hotel.0-n6164092-0-tCasinoHotel.Travel-Guide-Filter-Hotels) - 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[Bright Box Theater ](https://www.expedia.com/Bright-Box-Theater-Old-Town-Winchester.d553248621561864843.Vacation-Attraction) - [Shenandoah Valley Discovery Museum ](https://www.expedia.com/Shenandoah-Valley-Discovery-Museum-Old-Town-Winchester.d553248621587527659.Vacation-Attraction) - [George Washington's Office ](https://www.expedia.com/George-Washingtons-Office-Old-Town-Winchester.d6164042.Vacation-Attraction) - [Mt Hebron Cemetery ](https://www.expedia.com/Mt-Hebron-Cemetery-Winchester.d553248621532661845.Vacation-Attraction) - [Patsy Cline Historic House ](https://www.expedia.com/Patsy-Cline-Historic-House-Winchester.d553248621532661841.Vacation-Attraction) - [Museum of the Shenandoah Valley ](https://www.expedia.com/Museum-Of-The-Shenandoah-Valley-Winchester.d6127313.Vacation-Attraction) - [Jim Barnett Park ](https://www.expedia.com/Jim-Barnett-Park-Winchester.d6164028.Vacation-Attraction) - [Abram's Delight ](https://www.expedia.com/Abrams-Delight-Winchester.d553248621532661839.Vacation-Attraction) - [Nalls Farm Market ](https://www.expedia.com/Nalls-Farm-Market-Winchester.d553248621532661846.Vacation-Attraction) - [Shenandoah University ](https://www.expedia.com/Shenandoah-University-Winchester.d6127311.Vacation-Attraction) - [Rock Harbor Golf Course ](https://www.expedia.com/Rock-Harbor-Golf-Course-Winchester.d553248621561864838.Vacation-Attraction) - [Car rentals near Old Town Winchester ](https://www.expedia.com/Car-Rentals-In-Old-Town-Winchester.d6164092.Car-Rental-Guide) - [Car rentals near Patsy Cline Historic House ](https://www.expedia.com/Car-Rentals-In-Patsy-Cline-Historic-House.d553248621532661841.Car-Rental-Guide) - [Car rentals near Nalls Farm Market ](https://www.expedia.com/Car-Rentals-In-Nalls-Farm-Market.d553248621532661846.Car-Rental-Guide) - [Car rentals near Shenandoah University ](https://www.expedia.com/Car-Rentals-In-Shenandoah-University.d6127311.Car-Rental-Guide) - [Van Car Rentals near Shenandoah University ](https://www.expedia.com/Van-Car-Rentals-In-Shenandoah-University.d6127311-tVan.Car-Rental-Guide-Class) - 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